Green and Facile Synthesis of 1,4-Disubstituted 1,2,3-Triazoles via a Click Reaction of α-Bromo Ketones, [bmim]N₃ and Terminal Acetylenes

Title:Green and Facile Synthesis of 1,4-Disubstituted 1,2,3-Triazoles via a Click Reaction of α-Bromo Ketones, [bmim]N₃ and Terminal Acetylenes

Volume: 10 Issue: 10

Author(s): Azadeh Fazeli, Hossein A. Oskooie, Yahya S. Beheshtiha, Majid M. Heravi and Hassan Valizadeh

Affiliation:

Keywords: α-Bromo ketones, 1-butyl-3-methylimidazolium azide, click reaction, copper-copper sulfate, cycloaddition, 1, 4- disubstituted 1, 2, 3-triazoles, three component reaction.

Abstract: An efficient and green one pot method is reported for regioselective synthesis of 1,4-disubstituted 1,2,3- triazoles. In this method, β-ketoazides are generated via in situ reaction between α-bromo ketones and 1-butyl-3- methylimidazolium azide [bmim]N₃ in aqueous ethanol and reacted with terminal acetylenes using Cu-CuSO₄ at room temperature to afford 1,4-disubstituted 1,2,3-triazoles.

Cite this article as:

Fazeli Azadeh, Oskooie A. Hossein, Beheshtiha S. Yahya, Heravi M. Majid and Valizadeh Hassan, Green and Facile Synthesis of 1,4-Disubstituted 1,2,3-Triazoles via a Click Reaction of α-Bromo Ketones, [bmim]N₃ and Terminal Acetylenes, Letters in Organic Chemistry 2013; 10 (10) . https://dx.doi.org/10.2174/15701786113109990036